Institute of Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Center of Excellence for Polysaccharide Research, Humboldtstraße 10, D-07743 Jena, Germany.
Institute of Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Center of Excellence for Polysaccharide Research, Humboldtstraße 10, D-07743 Jena, Germany.
Carbohydr Polym. 2019 Feb 15;206:65-69. doi: 10.1016/j.carbpol.2018.10.119. Epub 2018 Nov 2.
The usual sulfation of polysaccharides applying chlorosulfuric acid and pyridine may form products containing pyridine-based impurities, which may yield toxic side effects. The synthesis of pyridine-free polysaccharide sulfates could be realized simply by using xylan that was treated with a reducing agent (NaBH) prior to the sulfation reaction. The reduced xylan possess same reactivity compared to untreated xylan. The purity of the alternatively synthesized xylan sulfate is proofed by NMR spectroscopic studies. Thus, the simple reduction of the reducing end groups of the polysaccharide prior the sulfation is an efficient tool to get pure products, which may be scaled up easily.
多糖的常规硫酸化反应采用氯磺酸和吡啶，可能会形成含有吡啶基杂质的产物，从而产生有毒的副作用。通过使用经过还原剂（NaBH₄）处理的木聚糖代替吡啶，就可以简单地合成不含吡啶的多糖硫酸盐。与未经处理的木聚糖相比，还原后的木聚糖具有相同的反应活性。通过核磁共振波谱研究证明了替代合成的木聚糖硫酸盐的纯度。因此，在硫酸化之前对多糖的还原端基进行简单还原是获得纯产物的有效方法，且易于放大。
